Jan 10, 2023 · 54m · founders-journal
Our 2023 Predictions, from AI to the Creator Economy
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In this 2023 kickoff episode of The Crazy Ones, Alex Lieberman and Jesse Pujji break down high-conviction predictions across generative AI, tech macroeconomics, and the creator economy before conducting a detailed operational teardown of Alex's new physical product startup, The Plunge.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Alex holds 58.8% of the talking time here. How this is scored →
speaking balance: gold is Alex, purple is the guest (3 minute bins)
When Alex presents Adam Ryan's prediction that Disney could buy TikTok, Jesse immediately shuts it down with 'No chance,' arguing Disney avoids uncurated UGC.
Hardest push from Alex ▶ 43:38 Alex challenges Jesse's advice to risk upfront manufacturing spendWhen Jesse questions why Alex is using pre-orders rather than simply buying inventory upfront, Alex directly counters by asking whether Jesse would casually risk losing a hundred thousand dollars.
Biggest teaching moment ▶ 45:15 Jesse breaks down Facebook pixel seasoning and APM mathJesse educates Alex on early stage paid customer acquisition, explaining the mechanics of seasoning pixels with static creative and calculating conversion metrics per 10k impressions.
Alex holds their own ▶ 22:15 Alex articulates the limitations of venture-backed creator startupsAlex displays deep domain expertise in digital media by dissecting why most creator economy startups fail to achieve venture outcomes unless they operate as core utility tollbooths like social platforms.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Alex as informed peer | Guest teaching | Guest disagreement | Alex pushing back | Why |
|---|---|---|---|---|---|---|
| Welcome to 2023: Show Evolution and Sophia's Next Chapter | 2 | 1 | 0 | 0 | Alex handles housekeeping, explaining show format changes for 2023 and announcing Sophia Amoruso's transition away from regular co-hosting. The tone is entirely friendly, celebratory, and collegial. | |
| The Purpose of Forecasting and AI Integration Across Businesses | 4 | 5 | 1 | 1 | Jesse shares practical ways his portfolio companies are already leveraging AI tools like ChatGPT and Pebblely for product photography. Alex connects this to his own struggles setting up product imagery for his new venture. | |
| Macroeconomic Headwinds, Capital Repricing, and Tech Layoffs | 6 | 4 | 2 | 2 | Alex outlines his macroeconomic thesis for 2023, citing inflation figures, capital repricing, and Scott Galloway's tech layoff calculus. Jesse agrees and emphasizes how overbuilding during the pandemic boom induced corporate greed. | |
| High-Conviction Forecast: The Dominance of Short-Form and Vertical Media | 6 | 5 | 1 | 1 | Alex predicts the continued exponential rise of short-form vertical video, highlighting offshore editing agencies. Jesse expands on this thesis using his company Kahani, arguing that vertical media will dominate standard web commerce. | |
| High-Conviction Forecast: The Retraction of Cohort-Based Courses | 5 | 4 | 2 | 1 | Alex forecasts a sharp decline in cohort-based courses due to lack of scheduling flexibility and oversupply. Jesse frames the topic through a longer 10-year lens regarding the unbundling and credentialing of university education. | |
| Creator Economy Realities: Funding Pullbacks and Infrastructure Scale | 6 | 6 | 2 | 3 | Jesse presents Hollywood rights management as an analogy for creator economy back-office infrastructure. Alex pushes back by arguing most creator tools lack venture-scale economics outside of transaction tollbooths and top-tier creator consumer brands. | |
| Wildcard Predictions and Reflections on 1923 Projections | 5 | 5 | 4 | 2 | The hosts trade wildcard predictions on pickleball and a potential TikTok sale. Jesse vigorously dismisses the idea of Disney acquiring TikTok, arguing TikTok is contrary to Disney's curated IP model while Microsoft is the natural buyer. | |
| The Plunge Genesis: Pitching a Backyard Plunger-Throwing Game | 4 | 3 | 2 | 1 | Alex pitches his new backyard game venture, The Plunge, inspired by viral Dude Perfect videos and the rise of axe-throwing venues. Jesse enforces a rapid-fire startup pitch structure to get down to the core business model. | |
| Business CrossFit: Unit Economics and Paid Acquisition for The Plunge | 4 | 7 | 3 | 2 | Jesse runs a deep operational teardown of The Plunge, schooling Alex on ad testing, 'seasoning the pixel' on Facebook, and calculating acquisitions per ten thousand impressions. Alex defends his cautious pre-order staging strategy to avoid tying up capital in inventory. |